Hydrogen bond effect on the photophysical properties of 2-ureido-4[1H]-pyrimidinone quadruple hydrogen bonded systems

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Hydrogen bond effect on the photophysical properties of 2-ureido-4[1H]-pyrimidinone quadruple hydrogen bonded systems. / Chen, Jun; Zhao, Feng-Jiao; Yang, Yang; Chu, Tian-Shu.

In: RSC Advances, Vol. 5, No. 46, 2015, p. 36279-36287.

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Chen, Jun ; Zhao, Feng-Jiao ; Yang, Yang ; Chu, Tian-Shu. / Hydrogen bond effect on the photophysical properties of 2-ureido-4[1H]-pyrimidinone quadruple hydrogen bonded systems. In: RSC Advances. 2015 ; Vol. 5, No. 46. pp. 36279-36287.

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TY - JOUR

T1 - Hydrogen bond effect on the photophysical properties of 2-ureido-4[1H]-pyrimidinone quadruple hydrogen bonded systems

AU - Chen, Jun

AU - Zhao, Feng-Jiao

AU - Yang, Yang

AU - Chu, Tian-Shu

N1 - The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Chemical Physics (S) (011001060)

PY - 2015

Y1 - 2015

N2 - In this work, spectroscopic techniques and quantum chemistry calculations were used to investigate the photophysical properties of 2-ureido-4[1H]-pyrimidinone (UPy) systems in two different solvents of DMSO and DCM. The investigations were carried out on the three UPy systems (AnUP, NaUP and UPNa) with two different choromophores (i.e., anthracene and naphthalene) located at the head and the tail part of the UPy module. In DCM the UPy systems exist as the Keto-2 form that self assembles into a dimer through quadruple H-B arrays AADD-DDAA (solute-solute hydrogen bonds). In DMSO the UPy systems exist in the Keto-1 form which then forms a hydrogen bond complex with the solvent through solute-solvent interaction. The differences in excited state hydrogen bond dynamics and in configuration dynamical processes, account for the measured different fluorescence lifetimes and fluorescence quantum yields (FQY, Phi(F)) of the UPy systems studied in this work.

AB - In this work, spectroscopic techniques and quantum chemistry calculations were used to investigate the photophysical properties of 2-ureido-4[1H]-pyrimidinone (UPy) systems in two different solvents of DMSO and DCM. The investigations were carried out on the three UPy systems (AnUP, NaUP and UPNa) with two different choromophores (i.e., anthracene and naphthalene) located at the head and the tail part of the UPy module. In DCM the UPy systems exist as the Keto-2 form that self assembles into a dimer through quadruple H-B arrays AADD-DDAA (solute-solute hydrogen bonds). In DMSO the UPy systems exist in the Keto-1 form which then forms a hydrogen bond complex with the solvent through solute-solvent interaction. The differences in excited state hydrogen bond dynamics and in configuration dynamical processes, account for the measured different fluorescence lifetimes and fluorescence quantum yields (FQY, Phi(F)) of the UPy systems studied in this work.

U2 - 10.1039/c5ra04005a

DO - 10.1039/c5ra04005a

M3 - Article

VL - 5

SP - 36279

EP - 36287

JO - RSC Advances

T2 - RSC Advances

JF - RSC Advances

SN - 2046-2069

IS - 46

ER -